Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The kitchen features modern cabinetry with a contrasting dark granite island. Three cushioned stools are positioned at the island. Natural light enters through a window above the sink, illuminating new stainless steel appliances and a sleek backsplash. A door leads to the outdoor area.
Home in Black Rock
4.97 out of 5 average rating, 105 reviews

Cape on the Water

Welcome to our Cape on the Water! This unique property is located on beautiful Ash Creek, an inlet off Long Island Sound offering views of tidal wetlands, including tons of fish, bird, kayakers, paddle boarders, small sail boats etc. The house is a newly renovated Cape Cod with an open floor plan, updated Kitchen and bath rooms. Refinished oak hardwood floors through out the entire house. Large deck -great view. The house has a very cozy feel and has been also updated with brand new HVAC system.

Top guest favorite
A rustic barn-style home features a wooden exterior with multiple large windows, enhancing natural light. A spacious elevated deck is surrounded by lush greenery, while an outdoor umbrella offers shade. The setting is serene, with a glimpse of the nearby brook and wooded area.
Home in Fairfield
4.96 out of 5 average rating, 349 reviews

Luxurious Barn With New England Charm

Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

Top guest favorite
A spacious living area features a dark sofa and a patterned armchair, offering comfortable seating. A wooden Murphy bed is folded against the wall, while a small table with a lamp and decorative flowers adds to the inviting ambiance. Large windows provide natural light.
Guest suite in Fairfield
4.95 out of 5 average rating, 455 reviews

Private Studio Apartment; Kitchen; Fully Furnished

This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

Guest favorite
A well-lit bedroom features a spacious bed with an upholstered headboard. Two bedside tables with blue lamps provide additional lighting. Light-colored walls and warm wood flooring create a calming environment. A ceiling fan is positioned above, contributing to air circulation.
Home in Fairfield
4.9 out of 5 average rating, 31 reviews

Private house, Walk to Beach, Train, Town, Theatre

House is centrally located in walking distance to beach, town, Town Green, shopping, restaurants, train, local concerts, and Fairfield Theatre Company. Peaceful backyard nature reserve can be enjoyed from bedroom balcony. Location is great for Family attending University events (celebrations are not permitted at this Airbnb). Convenient storage place for bicycles. Please check "additional rules" on this listing. Toddlers are not permitted for safely concerns but I am always open to discuss

Guest favorite
A serene bedroom features a queen-size bed dressed in a dark green covering and a decorative skirt. Soft natural light enters through two lace-curtained windows, illuminating the hardwood flooring. A decorative chandelier hangs above, and a nightstand with a lamp is positioned beside the bed.
Home in Fairfield
4.98 out of 5 average rating, 45 reviews

Entire Home in Fairfield, beach & train ~5min

Welcome to a delightful residence nestled in the heart of Fairfield, Connecticut. This charming home offers a perfect blend of comfort and convenience. Explore nearby attractions such as the Zoo, Norwalk Aquarium, and charming local farms. Unwind at the nearby Jennings and Penfield beaches, or explore the quaint village of Southport or Westport, all within a 4-mile radius. Hop over to NYC from Fairfield Metro Station, 3 min drive away or ~15 min walk. Located ~1 mile to Fairfield University.

Top guest favorite
The living area features a spacious orange sofa paired with a white chaise lounge. A wooden dining table with four chairs is positioned near a patterned rug, adding warmth. Three framed botanical prints decorate the wall, enhancing the inviting atmosphere. Natural light streams in through a window.
Apartment in Fairfield
5 out of 5 average rating, 31 reviews

Lake Hills Suite

Modern architect-designed Suite in the peaceful upscale Lake Hills area of Fairfield. Only 10 minutes from Fairfield and Sacred Heart universities. Close to restaurants & shops. Accommodates up to 4 guests. 1 bedroom with queen size bed; living room sofa pull-out queen bed and a complete kitchenette. Sunny, large private covered balcony to garden. Private entrance and dedicated off-street parking space. Radiant floor heating, central air & ventilation. Washer and dryer in dedicated closet.

Guest favorite
Guesthouse in Fairfield
4.94 out of 5 average rating, 16 reviews

Enchanting Guest Cottage

Your own cozy cottage nestled away in the most charming, historical part of Fairfield. Where the sounds of the babbling brook lull you to sleep and baby deer peek from behind the lush trees. Serene and enchanting, this 1940s bungalow is bursting with original details and warmth. A one minute drive to the most divine chocolatier, as well as fine dining at Bonda, all your snack needs at the Corner Market. Perfect for a quiet retreat when coming back to nature and beauty fills your soul.

Top guest favorite
A scenic view of a calm waterway is framed by a wooden deck. Two white chairs with blue stripes are positioned for relaxation. A small table holds decorative items, while a dock extends into the water, surrounded by greenery and gentle waves.
Guesthouse in Fairfield
4.98 out of 5 average rating, 48 reviews

The Creekside Cottage

Creekside Cottage is a charming getaway nestled in beautiful Fairfield Beach. Close to downtown Fairfield & multi cuisine restaurants. Property Highlights: Prime Location: 1 minute stroll to the sandy shores of Fairfield Beach! Outdoor Patio: where you can savor your morning coffee or sip wine watching the beautiful sunsets! Note: this is a second floor unit with stairs Local Attractions: Jennings Beach, Fairfield Museum & History Center & Lake Mohegan. Time to kick back and relax!

Top guest favorite
A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.
Cottage in Weston
4.97 out of 5 average rating, 219 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Top guest favorite
The exterior of the modern beachside retreat is showcased, highlighting a three-story structure with balconies on the upper floors. The light-colored facade is complemented by stone accents and landscaped lawn, providing a welcoming entryway. Nearby streets and neighboring homes create a quaint coastal neighborhood ambiance.
Home in Fairfield
5 out of 5 average rating, 51 reviews

Stareway to Heaven

Welcome to your ideal beachside retreat in Fairfield, CT. This fully furnished 4-bedroom, 3 1/2 bath home offers an open-concept living space, a chef’s kitchen, and a private rooftop deck with stunning coastal views. Just steps from the beach and close to downtown shops and dining, it provides the perfect blend of luxury and convenience. Optional beach cruiser rentals and paddleboards are available. Flexible rental terms are offered for both short- and long-term stays.

Guest favorite
A spacious living room is furnished with a light-colored sofa and two patterned chairs surrounding a glass coffee table. A vibrant orchid is positioned on the table, and a patterned area rug covers the dark hardwood floor. Natural light fills the room through a nearby window.
Guesthouse in Fairfield
4.91 out of 5 average rating, 23 reviews

Fairfield guest house

Experience timeless charm in this renovated 1915 Dutch Colonial in Fairfield, CT. This spacious two-room unit features a private entrance with a cozy living room and a serene bedroom, both beautifully furnished. Enjoy modern amenities like a coffee maker, refrigerator, and microwave for added convenience. Perfect for a relaxing getaway or visiting nearby colleges and just 10 minutes from stunning beaches. Your ideal blend of history, comfort, and coastal charm awaits!

Top guest favorite
An open-concept living area showcases a spacious sectional sofa facing a gas fireplace. Natural light floods the room through large windows. A dining table sits nearby, complemented by bookshelves and a TV mounted above the fireplace. A lofted area can be seen in the background.
Barn in Fairfield
4.98 out of 5 average rating, 85 reviews

Delightfully Renovated Colonial Barn by the Beach!

This converted 1766 barn is truly one of a kind! The newly renovated barn is set on 3/4 of an acre, surrounded by crushed seashells and a white picket fence. Here you will find a generous living space, carefully curated to incorporate modern amenities a discerning guest demands, all while maintaining the home's historic charm. Our barn is ideal for families looking for a cozy getaway or for a small group looking to explore Fairfield County and all it has to offer.

Popular amenities for Fairfield places to stay

When is the best time to visit Fairfield?

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Avg. price€153€162€162€154€207€218€227€218€174€178€171€187
Avg. temp0°C1°C4°C10°C16°C21°C24°C24°C20°C14°C8°C3°C

Frequently Asked Questions

  • What are the best places to stay in Fairfield?

    Stays are frequently suggested around the downtown area, beach neighborhoods, and regions near parks. These locations provide access to Fairfield’s walkable town center, local restaurants, and family-friendly activities.

  • What are the best things to do in Fairfield with kids?

    Families often explore beaches, playgrounds, and nature preserves in Fairfield. The town has interactive museums, community parks, and seasonal events designed for children of various ages.

  • What are some of the best things to do in Fairfield?

    Explore sandy beaches, stroll historic streets in the town center, and take in local art galleries. Walking trails, farmers’ markets, and recurring community festivals add to Fairfield’s mix of activities.

  • How is the weather in Fairfield?

    Fairfield experiences cold winters around 24–38°F (-4–4°C) and warm summers near 68–83°F (20–29°C). Spring and fall are milder, with occasional rainfall, making them popular for outdoor activities.

  • When is the best time to visit Fairfield?

    Late spring through early fall is frequently suggested for milder temperatures, greenery, and outdoor activities. Winter brings colder weather, so visitors often prefer warmer months for beach outings and festivals.

  • What are the best places to visit in Fairfield?

    Frequently suggested stops include Fairfield beaches, the historic downtown, and green spaces like the Fairfield Museum and History Center. Visitors also explore local art galleries and nature reserves.

  • What are some hiking trails in Fairfield?

    Fairfield has walking and hiking trails in nature reserves, including wooded paths and coastal routes. Many visitors explore the Connecticut Audubon Society trails, as well as scenic loops in town parks.

  • What are some family activities we can do in Fairfield?

    Families in Fairfield often explore local beaches, playgrounds, and interactive museums. Seasonal nature walks, picnics in community parks, and art workshops are also enjoyed by visitors of all ages.

  • What are some of the best day trip ideas from Fairfield?

    Many travelers explore neighboring towns with historic sites, art museums, or shopping districts. Nature enthusiasts enjoy nearby hiking spots, botanical gardens, or coastal parks for a change of scenery.

  • Are there any pet friendly accommodations available in Fairfield?

    Many vacation rentals in beach neighborhoods, downtown, and residential areas welcome pets. Fairfield’s parks and walking trails make it convenient to enjoy time outdoors with your companion.

  • What are some local tips for visiting Fairfield?

    Locals often recommend exploring Fairfield’s walkable center, shopping at farmers’ markets, and attending seasonal community events. Early mornings at the beach can be quieter, and reserving ahead for popular restaurants is frequently suggested.

  • What is Fairfield known for?

    Fairfield is known for its charming beaches, historic town centers, and a blend of locally rooted shops and eateries. The area also has a tradition of community events and outdoor recreational spaces.

  • What are the best hidden gems to explore in Fairfield?

    Visitors often discover locally rooted coffee shops, small art studios, and quiet nature preserves. Historic buildings and tucked-away walking paths offer a different perspective on Fairfield’s charm.

  • What are the best foods to try in Fairfield?

    Fairfield has a mix of coastal flavors—seafood like lobster rolls and clam chowder, as well as locally prepared pizza and fresh pastries. Seasonal farmers’ markets feature Connecticut-grown produce and artisanal treats.

  • What should I bring for a trip to Fairfield?

    Pack layers and a light jacket, especially for cooler months. Comfortable walking shoes, beachwear in warmer seasons, and a waterproof outer layer for rainy days help you make the most of Fairfield’s outdoor activities.

  • What is the nightlife in Fairfield like?

    Fairfield’s nightlife has cozy restaurants, locally rooted bars, and live music venues in the downtown area. Community spaces sometimes host performances and art events for evening entertainment.

  • What are the most popular events or festivals in Fairfield?

    Fairfield has frequent community festivals, art fairs in late spring, and seasonal outdoor concerts often held around the town green. Events usually highlight food, local art, and music traditions appreciated by residents and visitors.

  • Are there family friendly vacation rentals in Fairfield?

    Fairfield has family friendly rentals across residential neighborhoods, beach areas, and regions near parks. Many homes are equipped for groups and welcome children, providing easy access to family activities.

Quick stats about vacation rentals in Fairfield

  • Total vacation rentals

    Explore 320 vacation rentals in Fairfield

  • Nightly prices starting at

    Fairfield vacation rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 9,290 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    310 of Fairfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Fairfield rentals

  • 4.8 Average rating

    Fairfield stays are highly rated by guests—averaging 4.8 out of 5!